(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

Base Information

Chemical Name:(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol
CAS No.:208338-40-3
Molecular Formula:C₃₇H₄₆O₂Si
Molecular Weight:550.857
Hs Code.:

Synonyms:(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

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Chemical Property of (5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

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Technology Process of (5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

There total 1 articles about (5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 171189-83-6
(2R,3R)-7-Benzyloxy-2-methyl-1-phenyl-heptan-3-ol

: 208338-40-3
(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 100 ℃; for 24h;
DOI:10.1016/S0040-4039(98)00485-7

Reference yield: 94.0%

: 208338-40-3
(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

: 306281-48-1
(5R,6R)-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

Guidance literature:: With boron trichloride - methyl sulfide complex; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo000700m

Reference yield:

: 208338-40-3
(5R,6R)-O-benzyl-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol

: (4'R,5'R,1''S,2''R,3''R,4''S,5''S)-2-[4'-acetoxy-5'-methyl-6'-phenyl-hex-1'-yl]-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl][1,3]dithiane

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / BCl₃*SMe₂ / CH₂Cl₂ / 1 h / 20 °C

2: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 20 °C

4: 65 percent / mCPBA / CH₂Cl₂ / 0.02 h / 0 °C

5: 260 mg

6: 85 percent / pyridine / DMAP / 12 h / 80 °C

With pyridine; oxalyl dichloride; boron trichloride - methyl sulfide complex; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; In dichloromethane; 1: Debenzylation / 2: Swern oxidation / 3: Thioacetal formation / 4: Oxidation / 6: Acetylation;
DOI:10.1021/jo000700m